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Boronic Acids: Preparation and Applications in Organic Synthesis, Medicine and Materials, Second, Completely Revised Edition, 2 Volume Set
Dennis G. Hall (Editor)
ISBN: 978-3-527-32598-6
Hardcover / 726 pages / October 2011

本書は、鈴木－宮浦カップリングをはじめ有機化学で広く用いられるボロン酸について、最新の幅広い知見をまとめたものです。大成功を収めた旧版（２００５年）を基に、内容の約50%を刷新した大幅改訂版です。ボロン酸に関する大家Dennis Hallを編者に、鈴木 章先生から序文を、また山本 尚先生、宮浦 憲夫先生、林 民生先生らをはじめ世界各国の優れた研究者から寄稿を得た本書は、当分野で必須の参考図書といえます。

－　本書の目次　－

1 Structure, Properties, and Preparation of Boronic Acid Derivatives: Overview of Their Reactions and Applications
　Dennis G. Hall
　1.1 Introduction and Historical Background
　1.2 Structure and Properties of Boronic Acid Derivatives
　1.3 Preparation of Boronic Acids and Their Esters
　1.4 Isolation and Characterization
　1.5 Overview of the Reactions of Boronic Acid Derivatives
　1.6 Overview of Other Applications of Boronic Acid Derivatives

2 Metal-Catalyzed Borylation of C–H and C–Halogen Bonds of Alkanes, Alkenes, and Arenes for the Synthesis of Boronic Esters
　Tatsuo Ishiyama and Norio Miyaura
　2.1 Introduction
　2.2 Borylation of Halides and Triflates via Coupling of H–B and B–B Compounds
　2.3 Borylation via C–H Activation
　2.4 Catalytic Cycle
　2.5 Summary

3 Transition Metal-Catalyzed Element-Boryl Additions to Unsaturated Organic Compounds
　Michinori Suginome and Toshimichi Ohmura
　3.1 Introduction
　3.2 Diboratio
　3.3 Silaboration
　3.4 Carboboration
　3.5 Miscellaneous Element-Boryl Additions
　3.6 Conclusion

4 The Contemporary Suzuki–Miyaura Reaction
　Cory Valente and Michael G. Organ
　4.1 Introduction
　4.2 Developments Made in the Coupling of Nontrivial Substrates
　4.3 Asymmetric Suzuki–Miyaura Cross-Couplings
　4.4 Iterative Suzuki–Miyaura Cross-Couplings
　4.5 Conclusions and Future Outlook

5 Rhodium- and Palladium-Catalyzed Asymmetric Conjugate Additions of Organoboronic Acids
　Guillaume Berthon-Gelloz and Tamio Hayashi
　5.1 Introduction
　5.2 Rh-Catalyzed Enantioselective Conjugate Addition of Organoboron Reagents
　5.3 Pd-Catalyzed Enantioselective Conjugate Addition of Organoboron Reagents
　5.4 Conclusions

6 Recent Advances in Chan–Lam Coupling Reaction: Copper-Promoted C–Heteroatom Bond Cross-Coupling Reactions with Boronic Acids and Derivatives
　Jennifer X. Qiao and Patrick Y.S. Lam
　6.1 General Introduction
　6.2 C–O Cross-Coupling with Arylboronic Acids
　6.3 C–N Cross-Coupling with Arylboronic Acids
　6.4 Substrate Selectivity and Reactivity in Chan–Lam Cross-Coupling Reaction
　6.5 C–N and C–O Cross-Coupling with Alkenylboronic Acids
　6.6 C–N and C–O Cross-Coupling with Boronic Acid Derivatives
　6.7 C–S and C–Se/C–Te Cross-Coupling
　6.8 Mechanistic Considerations
　6.9 Other Organometalloids
　6.10 Conclusion
　6.11 Note Added in Proof

7 Transition Metal-Catalyzed Desulfitative Coupling of Thioorganic Compounds with Boronic Acids
　Ethel C. Garnier-Amblard and Lanny S. Liebeskind
　7.1 General Introduction
　7.2 Boronic Acid-Thioorganic C–S Desulfitative Cross-Couplings Using Catalytic Nickel or Palladium
　7.3 Thioorganic C–S Desulfitative Cross-Couplings Using Only Catalytic Copper
　7.4 Miscellaneous
　7.5 Conclusions

8 Catalytic Additions of Allylic Boronates to Carbonyl and Imine Derivatives
　Tim G. Elford and Dennis G. Hall
　8.1 Introduction
　8.2 Additions to Aldehydes
　8.3 Additions to Ketones
　8.4 Additions to Imine Derivatives
　8.5 Conclusions

9 Recent Advances in Nucleophilic Addition Reactions of Organoboronic Acids and Their Derivatives to Unsaturated C–N Functionalities
　Timothy R. Ramadhar and Robert A. Batey
　9.1 Introduction
　9.2 Recent Advances in the Petasis Borono-Mannich Reaction
　9.3 Reactions of N-Acyliminium Ions with Organoboronic Acids and Their Derivatives
　9.4 Advances in Metal-Catalyzed Additions with Organoboronic Acids and Their Derivatives
　9.5 Conclusions

10 Asymmetric Homologation of Boronic Esters with Lithiated Carbamates, Epoxides, and Aziridines
　Matthew P. Webster and Varinder K. Aggarwal
　10.1 Introduction
　10.2 Lithiated Primary Alkyl Carbamates for the Homologation of Boranes and Boronic Esters
　10.3 Lithiated Secondary Carbamates for the Homologation of Boranes and Boronic Esters
　10.4 Benzylic N-Linked Lithiated Carbamates for the Homologation of Trialkylboranes
　10.5 Lithiated Epoxides for the Homologation of Boronic Esters
　10.6 Lithiated Aziridines for the Homologation of Boronic Esters
　10.7 Conclusions

11 Organotrifluoroborates: Organoboron Reagents for the Twenty-First Century
　Gary A. Molander and Ludivine Jean-Gérard
　11.1 Introduction
　11.2 Synthetic Approaches to Organotrifluoroborates
　11.3 Elaboration of Organotrifluoroborates via Transformations of Pendant Functional Groups
　11.4 Transition Metal-Catalyzed Processes
　11.5 Miscellaneous Reactions of Organotrifluoroborates
　11.6 Carbon–Carbon Bond-Forming Reactions with Activated Electrophiles
　11.7 Conclusions

12 Borate and Boronic Acid Derivatives as Catalysts in Organic Synthesis
　Joshua N. Payette and Hisashi Yamamoto
　12.1 Introduction
　12.2 Nonchiral Boron-Based Catalysis
　12.3 Chiral Boron-Based Catalysis
　12.4 Conclusion

13 Applications of Boronic Acids in Chemical Biology and Medicinal Chemistry
　Nanting Ni and Binghe Wang
　13.1 Introduction
　13.2 Boronic Acids as Potential Medicinal Agents
　13.3 Probes for Detecting Reactive Oxygen Species
　13.4 MRI and PET Agents for in vivo Carbohydrate Imaging
　13.5 Carbohydrate Biomarker Binding Agents and Sensors
　13.6 Conclusions

14 Boronic Acids in Materials Chemistry
　Jie Liu and John J. Lavigne
　14.1 Introduction
　14.2 Linear Boronate-Linked Materials
　14.3 Macrocycles and Cages
　14.4 Networks
　14.5 Summary and Outlook